(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

Base Information

Chemical Name:(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate
CAS No.:1632039-16-7
Molecular Formula:C₂₀H₃₀N₂O₄
Molecular Weight:362.469
Hs Code.:

Synonyms:(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

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Chemical Property of (S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

Chemical Property:

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Technology Process of (S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

There total 8 articles about (S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

: 1632038-98-2
(S)-tert-butyl 2-(3-methyl-1-oxobutan-2-ylamino)phenylcarbamate

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1632039-16-7
(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

Guidance literature:: In dichloromethane; for 5h; Reflux;
DOI:10.1055/s-0033-1340837

Reference yield:

: 1632038-96-0
(S)-tert-butyl 2-(1-hydroxy-3-methylbutan-2-ylamino)phenylcarbamate

: 1632039-16-7
(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

1.2: 1 h / -78 °C

2.1: dichloromethane / 5 h / Reflux

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0033-1340837

Reference yield:

: 1493-27-2,127723-77-7
ortho-nitrofluorobenzene

: 1632039-16-7
(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 25 - 80 °C

2.1: thionyl chloride / 0 °C

3.1: lithium borohydride / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 2585.81 Torr / Inert atmosphere

5.1: sodium hydrogencarbonate / ethanol / 1 h / 0 - 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

6.2: 1 h / -78 °C

7.1: dichloromethane / 5 h / Reflux

With lithium borohydride; thionyl chloride; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: |Swern Oxidation / 6.2: |Swern Oxidation / 7.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0033-1340837